PENTAFLUOROPHENYLMAGNESIUM BROMIDE

Base Information

• Chemical Name: PENTAFLUOROPHENYLMAGNESIUM BROMIDE
• CAS No.: 879-05-0
• Deprecated CAS: 2271352-35-1
• Molecular Formula: C6Br F5 Mg
• Molecular Weight: 271.267
• Hs Code.: 2931900090
• European Community (EC) Number: 628-260-6
• DSSTox Substance ID: DTXSID1075438
• Mol file: 879-05-0.mol

Synonyms:Bromo(pentafluorophenyl)magnesium;Pentafluorophenylmagnesium bromide

Chemical Property of PENTAFLUOROPHENYLMAGNESIUM BROMIDE

Chemical Property:

• Boiling Point: 34.6 °C
• Flash Point: −35 °F
• PSA: 0.00000
• Density: 0.861 g/mL at 25 °C
• LogP: -0.21210
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 269.89540
• Heavy Atom Count: 13
• Complexity: 266

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pentafluorophenylmagnesium bromide solution 0.5?M in diethyl ether ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F+,C
• Statements: 12-14-19-22-34-66-67
• Safety Statements: 26-36/37/39-43-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: [C-]1=C(C(=C(C(=C1F)F)F)F)F.[Mg+2].[Br-]
• Uses: Employed in the synthesis of novel arsonic and arsinic acids as ligands for potential transition-metal ion extractants, and in the synthesis of polyfluoroaryl alkyl sulfides.

Technology Process of PENTAFLUOROPHENYLMAGNESIUM BROMIDE

There total 39 articles about PENTAFLUOROPHENYLMAGNESIUM BROMIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

bromopentafluorobenzene (344-04-7) + ethylmagnesium bromide (925-90-6) → 2,3,4,5,6-pentafluorophenylmagnesium bromide (879-05-0)

Guidance literature:

In tetrahydrofuran; reaction at 0°C;;

DOI:10.1016/0022-328X(68)80092-0

Reference yield: 96.0%

Hexafluorobenzene (392-56-3) + ethylmagnesium bromide (925-90-6) → 2,3,4,5,6-pentafluorophenylmagnesium bromide (879-05-0)

Guidance literature:

iron(II) chloride; In tetrahydrofuran; reaction of 2 mol C2H5MgBr and 1 mol C6F6 at 0°C in presence of FeCl2 (molar fraction 0.02) within 0.5 hours;;

DOI:10.1016/S0022-328X(00)85394-2

Reference yield: 85.0%

Pentafluorobenzene (363-72-4) + ethylmagnesium bromide (925-90-6) → 2,3,4,5,6-pentafluorophenylmagnesium bromide (879-05-0)

Guidance literature:

In tetrahydrofuran; byproducts: C2H6; addition of C6F5H to C2H5MgBr in THF; formation of 86 % C2H6;;

DOI:10.1021/jo01031a067

upstream raw materials:

bromopentafluorobenzene

1-chloro-2,3,4,5,6-pentafluorobenzene

ethylmagnesium bromide

Pentafluorobenzene

Downstream raw materials:

N-triphenyl-B-tris(pentafluorophenyl)borazine

4-pentafluorophenyl perfluoro biphenyl

4,4`-bis(pentafluorophenyl) perfluoro biphenyl

4-Methyl-2-oxo-7-pentafluorophenyl-2,3,6,7-tetrahydro-1H-[1,3]diazepine-5-carboxylic acid ethyl ester

Refernces

• 1、 Svidlov,Voloshin, Ya. Z.,Yurgina,Potapova,Belyy, A. Yu.,Ananyev,Bubnov, Yu. N.. "Synthesis, structure, and reactivity of C-isopropyl-ortho-carborane organoboron derivatives". . p. 2343 - 2350. Retrieved 2014.
• 2、 -. "Preparation method of anhydrous tris (pentafluorophenyl) borane (by machine translation)". Paragraph 0038; 0039; 0041; 0042; 0044; 0045; 0047; 0048. . Retrieved 2020/10/21.
• 3、 Shmakov, Mikhail M.,Bardin, Vadim V.,Prikhod'ko, Sergey A.,Adonin, Nicolay Yu. "Preparation of heptafluoronaphthyllithiums and -magnesiums: An unexpected difference in the reactivity of isomers C10F7H and C10F7Br towards organolithium and organomagnesium compounds". supporting information. . Retrieved 2019/08/20.